Joshua Berry

Sales Enablement & Training Specialist | Platform Solutions Architect | Technical Support Operations

San Francisco Bay Area

About

I'm a Sales Enablement Specialist and Solutions Architect who thrives at the intersection of product training, technical asset creation, and platform operations. Over the past 10+ years, my career has been built on a clear premise: translating complex, multi-product B2B software architectures into actionable playbooks, onboarding frameworks, and training programs that drive organizational efficiency. My expertise spans both sides of the customer lifecycle. In pre-sales and enablement, I design battlecards, manage knowledge repositories, and build technical sandbox environments to ramp teams and accelerate product adoption. In post-sales, I leverage deep technical troubleshooting roots to audit data architectures, streamline implementations, and resolve complex platform escalations. I view platforms not just as a collection of features, but as ecosystems that require clear documentation, structured training, and seamless execution to maximize value and minimize friction. What I bring to a GTM team: • Enablement & Training: Designing playbooks, battlecards, release documentation, and scalable onboarding tracks to ramp teams quickly. • Technical Solutions & Sandbox Architecture: Building custom POC frameworks, data mapping matrices, and validation environments to ensure long-term platform integrity. • Support & Escalations Operations: Managing complex platform troubleshooting, bridging gaps between customer-facing squads, Product, and Engineering. • Process Discovery & Architecture Scoping: Leading collaborative sessions to audit current platform workflows and design streamlined, optimized future-state data ecosystems. • Technical Solution Validation: Engineering and scaling complex sandbox environments, verification frameworks, and custom technical documentation. • Cross-Functional Bridge: Gathering real-world platform requirements, user feedback, and technical field friction to partner directly with Product and Engineering teams, turning product roadmaps into actionable playbooks and training assets. If you want to talk process automation, technical data architecture, or complex enterprise e-commerce migrations, let’s connect.

Experience

  • Platform Consultant at Yext
    Sep 2025 - Apr 2026 · 8 mos

    • Served as the primary technical point of contact for enterprise platform implementation, executing complex system configurations and translating client business goals into detailed Product Requirements Documents (PRDs). • Data Architecture & Technical Auditing: Managed large-scale enterprise data auditing and system configurations, executing technical data mapping to optimize platform integrity, eliminate data discrepancies, and streamline back-office customer workflows. • Partner cross-functionally with Engineering and Account Management to surface technical friction from the field, directly influencing the product roadmap for search features.

  • Square ()
    • Associate Product Marketing Manager, Food & Beverage Sales Enablement
      Oct 2023 - Nov 2024 · 1 yr 2 mos

      Developed and managed marketing content, sales materials, and training programs to support field and enterprise sales teams; partnered cross-functionally to align sales enablement initiatives with strategic goals.

    • Sales Enablement Specialist, ECOM Sales Enablement
      Sep 2019 - Oct 2023 · 4 yrs 2 mos

      Optimized Square Online sales enablement programs by developing demo tools, sales collateral, and training guides; collaborated cross-functionally to monetize implementation programs and sales strategies, driving higher deal closures and competitive positioning.

    • Implementation Specialist, ECOM Sales Enablement
      Jun 2018 - Sep 2019 · 1 yr 4 mos

      Consulted with sales agents and enterprise level ($10M+ revenue/year) sellers to deliver tailored Square Online store demonstrations, helping to close high-value deals; managed high-profile e-commerce implementation projects for enterprise and strategic-level sellers.

  • Weebly (3 yrs 9 mos)
    • Web Designer, Professional Web Design
      Nov 2017 - Jun 2018 · 8 mos

      Delivered professional Weebly websites for small and mid-market customers, focusing on design, functionality, and SEO to enhance online presence.

    • Customer Success Agent
      Oct 2014 - Nov 2017 · 3 yrs 2 mos

      Provided expert technical support and consultative product knowledge to customers, resolving issues and recommending tailored solutions.

  • GoDaddy (2 yrs 9 mos)
    • Project Manager, Professional Web Design
      Jan 2013 - Jun 2014 · 1 yr 6 mos

      Managed professional website design projects, coordinating with graphic designers, content writers, and developers to ensure timely delivery and scope adherence.

    • Account Manager
      Jun 2012 - Jan 2013 · 8 mos

    • Technical Sales Support Specialist
      Oct 2011 - Jun 2012 · 9 mos

  • Enrollment Counselor at University of Phoenix
    Jun 2007 - Nov 2010 · 3 yrs 6 mos